(αS)-α-Dimethylamino-N-[(3R,4R,7R)-7-[(S)-phenylhydroxymethyl]-3-isopropyl-5,8-dioxo-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-10,12,14(1),15-tetren-4-yl]benzenepropanamide

CAS No.
53797-27-6
Chemical Name:
(αS)-α-Dimethylamino-N-[(3R,4R,7R)-7-[(S)-phenylhydroxymethyl]-3-isopropyl-5,8-dioxo-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-10,12,14(1),15-tetren-4-yl]benzenepropanamide
Synonyms
Scutianine E;D-Phenylalanine, N,N-dimethyl-L-phenylalanyl-(3R)-3-[4-(2-aminoethenyl)phenoxy]-D-leucyl-β-hydroxy-, (3→2)-lactam, (βS)-;(αS)-α-Dimethylamino-N-[(3R,4R,7R)-7-[(S)-phenylhydroxymethyl]-3-isopropyl-5,8-dioxo-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-10,12,14(1),15-tetren-4-yl]benzenepropanamide
CBNumber:
CB22209454
Molecular Formula:
C34H40N4O5
Molecular Weight:
584.71
MDL Number:
MOL File:
53797-27-6.mol

(αS)-α-Dimethylamino-N-[(3R,4R,7R)-7-[(S)-phenylhydroxymethyl]-3-isopropyl-5,8-dioxo-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-10,12,14(1),15-tetren-4-yl]benzenepropanamide Properties

Melting point 121°C

(αS)-α-Dimethylamino-N-[(3R,4R,7R)-7-[(S)-phenylhydroxymethyl]-3-isopropyl-5,8-dioxo-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-10,12,14(1),15-tetren-4-yl]benzenepropanamide Chemical Properties,Uses,Production

Description

The bark of Scutia buxifolia Reiss also contains this peptide alkaloid which is a diastereoisomer of scutianine D. It forms colourless needles from aqueous EtOH and is laevorotatory having a specific rotation of [α]20D - 22.2° (c 0.1, CHC13).

References

Tschesche, Ammermann, Chern. Ber., 107,2274 (1974)

(αS)-α-Dimethylamino-N-[(3R,4R,7R)-7-[(S)-phenylhydroxymethyl]-3-isopropyl-5,8-dioxo-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-10,12,14(1),15-tetren-4-yl]benzenepropanamide Preparation Products And Raw materials

Raw materials

Preparation Products

(αS)-α-Dimethylamino-N-[(3R,4R,7R)-7-[(S)-phenylhydroxymethyl]-3-isopropyl-5,8-dioxo-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-10,12,14(1),15-tetren-4-yl]benzenepropanamide Scutianine E D-Phenylalanine, N,N-dimethyl-L-phenylalanyl-(3R)-3-[4-(2-aminoethenyl)phenoxy]-D-leucyl-β-hydroxy-, (3→2)-lactam, (βS)- 53797-27-6 C34H40N4O5